442516-55-4

Basic information

• Product Name: 3-hydroxy-3,4-dihydrobenzotriazin-4-onyl α-methylcinnamate
• Synonyms: 3-hydroxy-3,4-dihydrobenzotriazin-4-onyl α-methylcinnamate
• CAS NO: 442516-55-4
• Molecular Weight: 307.309
• Mol File: 442516-55-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-hydroxy-3,4-dihydrobenzotriazin-4-onyl α-methylcinnamate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-3,4-dihydrobenzotriazin-4-onyl α-methylcinnamate(442516-55-4)
• EPA Substance Registry System: 3-hydroxy-3,4-dihydrobenzotriazin-4-onyl α-methylcinnamate(442516-55-4)

Safety Data

• Hazardous Substances Data: 442516-55-4(Hazardous Substances Data)

Upstream product

• 28230-32-2 3-hydroxy-3,4-dihydrobenzotriazine-4-one 
• 1199-77-5 α-methylcinnamic acid 
• 442516-54-3 3-(tert-butoxycarbonyloxy)-3,4-dihydrobenzotriazine-4-one 

Downstream Products

• 155852-53-2 N-methoxy-N-methyl-α-methylcinnamamide 

Relevant articles and documents

Activation of carboxylic acids as their active esters by means of tert-butyl 3-(3,4-dihydrobenzotriazine-4-on)yl carbonate

Carboxylic acids were activated in the presence of DMAP with tert-butyl carbonates (BOC-OX) 1, which were prepared in situ by reaction of X-OH and di-tert-butyl dicarbonate (BOC2O). The most efficient active carbonate proved to be tert-butyl 3-(3,4-dihydrobenzotriazine-4-on)yl carbonate 1a, leading to efficient formation of benzotriazinonyl esters 3 and 6, which are intermediates in reactions with primary and secondary amines to afford amides or peptides in good yield. By-products in the formation of 3 or 6 are the environmentally safe tert-BuOH and CO2. The hindered amino acid AIB also forms a dipeptide in good yield.